Nick Denton

To mark The Insider host's return to rehab, we remember the man he once was: drunk, high, and horny. Here is one of the few remaining copies of the TV gossip monger's rambling voicemail, left for an unidentified woman, in which he suggests a threesome. (O'Brien had been linked romantically to Access Hollywood's Shaun Robinson.) O'Brien's latest story was, ironically, the death of Heath Ledger. The Insider, like many gossip shows, jumped to the conclusion that the Australian actor's death was connected to the use of illegal drugs; and was to have run video showing Ledger at a drugged-up Hollywood party, until other stars threatened to boycott the show. The sleazy Insider host, however, doesn't have such clout, or sympathy.